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2 article(s) from Hahm, Heung Sik

Automated glycan assembly of a S. pneumoniae serotype 3 CPS antigen

Markus W. Weishaupt,
Stefan Matthies,
Mattan Hurevich,
Claney L. Pereira,
Heung Sik Hahm and
Peter H. Seeberger

Beilstein J. Org. Chem. 2016, 12, 1440–1446, doi:10.3762/bjoc.12.139

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Figure 1: Disaccharide repeating unit of the S. pneumoniae serotype 3 CPS.

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Figure 2: Building blocks and solid support for the automated solid-phase synthesis of S. pneumoniae serotype...

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Scheme 1: Attempted assembly of SP3 trisaccharide 5 using glycosyl phosphate building blocks 1 and 2. Reagent...

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Figure 3: HPLC chromatogram of the crude products of the attempted AGA of SP3 trisaccharide 5; conditions: YM...

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Scheme 2: Attempted AGA of SP3 trisaccharide 9 using glycosyl phosphate building blocks 1 and 3. Reagents and...

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Figure 4: HPLC chromatogram of the crude products of the attempted AGA of SP3 trisaccharide 9; conditions: YM...

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Scheme 3: Automated synthesis of linker-bound glucuronic acid 10 using glycosyl phosphate building block 1. R...

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Scheme 4: Automated synthesis of SP3 trisaccharide 5 using glycosyl phosphate building blocks 1 and 2. Reagen...

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Figure 5: HPLC chromatogram of the crude products of the automated solid-phase SP3 trisaccharide 5 synthesis;...

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Scheme 5: Global deprotection of SP3 trisaccharide 5. Reagents and conditions: a) LiOH, H₂O₂, THF, −5 °C to r...

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Published 12 Jul 2016

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Automated solid-phase synthesis of oligosaccharides containing sialic acids

Chian-Hui Lai,
Heung Sik Hahm,
Chien-Fu Liang and
Peter H. Seeberger

Beilstein J. Org. Chem. 2015, 11, 617–621, doi:10.3762/bjoc.11.69

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Figure 1: Terminal sialic acids are typically α-(2,3) or α-(2,6) linked to galactose (Gal) such as in the tum...

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Scheme 1: (a) FmocCl, py, CH₂Cl₂, rt, 4 h, 77%, (b) 2-chloroacetyl chloride, py, CH₂Cl₂, 0 °C to rt, 3 h, 88%...

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Scheme 2: Automated synthesis of oligosaccharides with α(2,3)-, α(2,6)-sialic acid linkages. Glycosylations: ...

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Published 04 May 2015

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